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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Photo 1 of 12
Guest favourite
Guest favourite
Flat in Southold
Bright, Southold Studio Apt near beach & town
Studio
,
·
2 beds
,
·
1 private bathroom
4–9 Oct
4–9 Oct
£1,189
£1,062 total
Show price breakdown
,
·
4.95 out of 5 average rating, 159 reviews
4.95 (159)
Photo 1 of 15
Featured hotel
Featured hotel
Hotel in Greenport
Oyster Estate, Classic king
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
4–9 Oct
4–9 Oct
£1,799
£1,498 total
Show price breakdown
+£180 Airbnb credit
New place to stay
New
Photo 1 of 18
Home in Sag Harbor
Striking Waterfront 3 Bedroom on Sag Harbor Cove
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
7–12 Oct
7–12 Oct
£7,134
£3,163 total
Show price breakdown
Photo 1 of 29
Guest favourite
Guest favourite
Home in Southampton
Vogue Editors Home, Featured Hamptons Mag, Elle D.
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
11–16 Oct
11–16 Oct
£3,454
£2,710 total
Show price breakdown
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Sag Harbor
9 Acre Luxury Compound in Sag Harbor NY
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
11–16 Oct
11–16 Oct
£7,798 total
Show price breakdown
£7,798 total
4.99 out of 5 average rating, 148 reviews
4.99 (148)
Photo 1 of 20
Home in East Hampton
Remarkable East Hampton Getaway with Pool
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
1–6 Oct
1–6 Oct
£4,262
£1,517 total
Show price breakdown
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
1–6 Oct
1–6 Oct
£1,342 total
Show price breakdown
£1,342 total
Free cancellation
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
1–6 Oct
1–6 Oct
£6,632 total
Show price breakdown
£6,632 total
Free cancellation
4.96 out of 5 average rating, 45 reviews
4.96 (45)
Photo 1 of 29
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
1–6 Oct
1–6 Oct
£3,432
£2,995 total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Luxe
Luxe
Home in Montauk
Montauk modern 7-bedroom Heated Pool & hot tub
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
25–30 Oct
25–30 Oct
£6,963
£5,408 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Photo 1 of 29
Luxe
Luxe
Villa in East Hampton
Luxe|Pool|Games|Movie|HotTub|Firepit|MegaChess
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
1–6 Oct
1–6 Oct
£5,208
£3,946 total
Show price breakdown
4.99 out of 5 average rating, 70 reviews
4.99 (70)
Photo 1 of 24
Top guest favourite
Guest favourite
Home in Montauk
Oceanfront Home Downtown Montauk
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
25–30 Oct
25–30 Oct
£7,339
£6,453 total
Show price breakdown
4.91 out of 5 average rating, 35 reviews
4.91 (35)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Peconic
Provence on the North Fork
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
1–8 Oct
1–8 Oct
£12,752 total
Show price breakdown
£12,752 total
Free cancellation
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Photo 1 of 29
Superhost
Superhost
Home in Old Lyme
Connecticut Beach Home
Business host
Business host
10–15 Oct
10–15 Oct
£1,646
£1,396 total
Show price breakdown
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
1–6 Oct
1–6 Oct
£1,162 total
Show price breakdown
£1,162 total
4.98 out of 5 average rating, 169 reviews
4.98 (169)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in East Lyme
Beach Cottage!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
25–30 Oct
25–30 Oct
£1,112
£993 total
Show price breakdown
5.0 out of 5 average rating, 64 reviews
5.0 (64)
Photo 1 of 13
Guest favourite
Guest favourite
Home in Westbrook
Cottage on the beach
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
19–24 Oct
19–24 Oct
£1,656 total
Show price breakdown
£1,656 total
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 18
Home in Orient
Brand new 4 bedrm 4.5 bath home with pool & beach
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
6–11 Oct
6–11 Oct
£9,270 total
Show price breakdown
£9,270 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in East Hampton
Secluded Luxury: New Gunite Pool, Walk to Bay
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
18–23 Oct
18–23 Oct
£4,955
£4,416 total
Show price breakdown
5.0 out of 5 average rating, 58 reviews
5.0 (58)
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